

ABSTRACT

Compounds of the formula:wherein:R is 3,4-methylendioxyphenyl; phenyl; phenyl monosubstituted, disubstituted, or trisubstituted by (C&lt;sub&gt;1&lt;/sub&gt;-C&lt;sub&gt;8&lt;/sub&gt;)alkyl, (C&lt;sub&gt;l&lt;/sub&gt;-C&lt;sub&gt;a&lt;/sub&gt;)alkoxy, (C&lt;sub&gt;1&lt;/sub&gt;-C&lt;sub&gt;6&lt;/sub&gt;)alkylcarbonyloxy, hydroxy, chlorine, bromine, iodine, fluorine, trifluoromethyl, nitro, (C&lt;sub&gt;1&lt;/sub&gt;-C&lt;sub&gt;6&lt;/sub&gt;)alkylcarbonyl, benzoyl, or phenyl; 1- or 2-naphthyl; 1-, 2-, or 3-indenyl; 1-, 2-, or 9-fluorenyl; 2-pyridinyl; 1-, 2- or 3-piperidinyl; 2- or 3-pyrrolyl; 2- or 3-thienyl; 2- or 3-furanyl; 2- or 3-indolyl; 2- or 3-thianaphthenyl; or 2- or 3-benzofuranyl;R, is hydrogen, (C&lt;sub&gt;1&lt;/sub&gt;-C&lt;sub&gt;8&lt;/sub&gt;)alkyl, benzyl, or phenethyl; X and Y,independently, are hydrogen, fluorine, chlorine, or bromine; and A is a divalent radical of the formula:wherein R is hydrogen, methyl, or ethyl, and m and n, independently, are an integer from 0 to 4, provided that m + n cannot be greater than 4;-(CH&lt;sub&gt;2&lt;/sub&gt;)&lt;sub&gt;p&lt;/sub&gt;-D-(CH&lt;sub&gt;2&lt;/sub&gt;)&lt;sub&gt;q&lt;/sub&gt;-, wherein D is oxygen or sulfur, p is an integer from 2 to 4, and q is an integer from 0 to 2 provided that p + q cannot be greater than 4; or-(CH&lt;sub&gt;2&lt;/sub&gt;),CH=CH(CH&lt;sub&gt;2&lt;/sub&gt;)&lt;sub&gt;s&lt;/sub&gt;-, wherein r is an integer from 1 to 3 and s is an integer from 0 to 2, provided that r + s cannot be greater than 3;or a non-toxic pharmaceutically acceptable acid addition salt thereof; provided that when each of X and Y in Formula I is hydrogen, R cannot be phenyl; are MAO inhibitors useful for treating depression. Processes and intermediates for preparing the compounds of Formula I or II are also described.



